SA04250334B1 - راباميسين 42-استر غير متبلور 42-rapamycinester مع 2-3-hydroxy methylpropionic acid -2- )hydroxymethy) وتركيباته الصيدلية - Google Patents
راباميسين 42-استر غير متبلور 42-rapamycinester مع 2-3-hydroxy methylpropionic acid -2- )hydroxymethy) وتركيباته الصيدلية Download PDFInfo
- Publication number
- SA04250334B1 SA04250334B1 SA4250334A SA04250334A SA04250334B1 SA 04250334 B1 SA04250334 B1 SA 04250334B1 SA 4250334 A SA4250334 A SA 4250334A SA 04250334 A SA04250334 A SA 04250334A SA 04250334 B1 SA04250334 B1 SA 04250334B1
- Authority
- SA
- Saudi Arabia
- Prior art keywords
- hydroxy
- rapamycin
- hydroxymethyl
- ester
- amorphous
- Prior art date
Links
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
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- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Cardiology (AREA)
- Transplantation (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Ophthalmology & Optometry (AREA)
- Heart & Thoracic Surgery (AREA)
- Dermatology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US49978903P | 2003-09-03 | 2003-09-03 | |
PCT/US2004/026591 WO2005023254A1 (en) | 2003-09-03 | 2004-08-16 | Amorphous rapamycin 42-ester with 3-hydroxy-2-(hydroxymethyl)-2-methylpropionic acid and its pharmaceutical compositions containing the same |
Publications (1)
Publication Number | Publication Date |
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SA04250334B1 true SA04250334B1 (ar) | 2008-05-19 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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SA4250334A SA04250334B1 (ar) | 2003-09-03 | 2004-10-12 | راباميسين 42-استر غير متبلور 42-rapamycinester مع 2-3-hydroxy methylpropionic acid -2- )hydroxymethy) وتركيباته الصيدلية |
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US (2) | US7271177B2 (es) |
EP (1) | EP1660081A1 (es) |
JP (1) | JP2007504226A (es) |
KR (1) | KR20060090803A (es) |
CN (1) | CN1874771A (es) |
AR (1) | AR045559A1 (es) |
AU (1) | AU2004270154A1 (es) |
BR (1) | BRPI0414066A (es) |
CA (1) | CA2536775A1 (es) |
CO (1) | CO5680426A2 (es) |
CR (1) | CR8293A (es) |
EC (1) | ECSP066473A (es) |
GT (1) | GT200400175A (es) |
IL (1) | IL173786A0 (es) |
MX (1) | MXPA06002123A (es) |
NO (1) | NO20061048L (es) |
PA (1) | PA8611201A1 (es) |
PE (1) | PE20050945A1 (es) |
RU (1) | RU2345999C2 (es) |
SA (1) | SA04250334B1 (es) |
SG (1) | SG145716A1 (es) |
TW (1) | TW200510428A (es) |
UA (1) | UA84881C2 (es) |
WO (1) | WO2005023254A1 (es) |
ZA (1) | ZA200601822B (es) |
Families Citing this family (46)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007504226A (ja) * | 2003-09-03 | 2007-03-01 | ワイス | 非晶質状のラパマイシンの3−ヒドロキシ−2−(ヒドロキシメチル)−2−メチルプロピオン酸との42−エステル、およびそれを含むその医薬組成物 |
ES2298861T3 (es) * | 2004-01-08 | 2008-05-16 | Wyeth | Composicion farmaceutica que puede obtenerse mediante compresion directa para la administracion oral de cci-779. |
US7349971B2 (en) * | 2004-02-05 | 2008-03-25 | Scenera Technologies, Llc | System for transmitting data utilizing multiple communication applications simultaneously in response to user request without specifying recipient's communication information |
AU2005238431A1 (en) | 2004-04-14 | 2005-11-10 | Wyeth | Regiospecific synthesis of rapamycin 42-ester derivatives |
CA2562164A1 (en) * | 2004-04-27 | 2005-11-10 | Wyeth | Labeling of rapamycin using rapamycin-specific methylases |
JP5117190B2 (ja) | 2004-08-27 | 2013-01-09 | コーディス・コーポレイション | 溶媒を含有しない非晶質ラパマイシン |
MX2007003731A (es) * | 2004-09-29 | 2007-08-14 | Johnson & Johnson | Formas de dosis farmaceuticas de compuestos similares a rapamicina amorfos estables. |
US7442707B2 (en) | 2005-02-09 | 2008-10-28 | Wyeth | CCI-779 polymorph and use thereof |
CN101321770A (zh) * | 2005-12-07 | 2008-12-10 | 惠氏公司 | 由雷帕霉素42-酯硼酸酯制备雷帕霉素42-酯的可放大方法 |
JP2009518413A (ja) * | 2005-12-07 | 2009-05-07 | ワイス | 精製結晶性cci−779を調製するためのプロセス |
JP2009518648A (ja) * | 2005-12-07 | 2009-05-07 | ワイス | 結晶性ラパマイシンを調製するための方法およびを示差走査熱量測定使用してラパマイシン化合物の結晶化度を測定するための方法 |
CN101304970A (zh) * | 2005-12-21 | 2008-11-12 | 卫材R&D管理有限公司 | 1,2-二氢吡啶化合物的无定形物 |
US8414525B2 (en) | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Drug releasing coatings for medical devices |
US8425459B2 (en) | 2006-11-20 | 2013-04-23 | Lutonix, Inc. | Medical device rapid drug releasing coatings comprising a therapeutic agent and a contrast agent |
US8414526B2 (en) | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Medical device rapid drug releasing coatings comprising oils, fatty acids, and/or lipids |
US8414910B2 (en) | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Drug releasing coatings for medical devices |
US9737640B2 (en) | 2006-11-20 | 2017-08-22 | Lutonix, Inc. | Drug releasing coatings for medical devices |
US20080276935A1 (en) | 2006-11-20 | 2008-11-13 | Lixiao Wang | Treatment of asthma and chronic obstructive pulmonary disease with anti-proliferate and anti-inflammatory drugs |
US8414909B2 (en) | 2006-11-20 | 2013-04-09 | Lutonix, Inc. | Drug releasing coatings for medical devices |
US8998846B2 (en) | 2006-11-20 | 2015-04-07 | Lutonix, Inc. | Drug releasing coatings for balloon catheters |
US9700704B2 (en) | 2006-11-20 | 2017-07-11 | Lutonix, Inc. | Drug releasing coatings for balloon catheters |
US20080234657A1 (en) * | 2007-03-22 | 2008-09-25 | Medtronic Vascular, Inc. | Methods for contributing to cardiovascular treatments |
JP2008305262A (ja) * | 2007-06-08 | 2008-12-18 | Konica Minolta Business Technologies Inc | サーバ及びシンクライアント環境でのプリンタ紹介方法 |
US8852620B2 (en) | 2007-07-20 | 2014-10-07 | Medtronic Vascular, Inc. | Medical devices comprising polymeric drug delivery systems with drug solubility gradients |
US20090269480A1 (en) * | 2008-04-24 | 2009-10-29 | Medtronic Vascular, Inc. | Supercritical Fluid Loading of Porous Medical Devices With Bioactive Agents |
WO2010024898A2 (en) | 2008-08-29 | 2010-03-04 | Lutonix, Inc. | Methods and apparatuses for coating balloon catheters |
PT2365802T (pt) | 2008-11-11 | 2017-11-14 | Univ Texas | Microcápsulas de rapamicina e utilização para o tratamento de cancro |
US20100227799A1 (en) * | 2009-03-09 | 2010-09-09 | Medtronic Vascular, Inc. | Simultaneous photodynamic therapy and photo induced polymerization |
AU2010247766B2 (en) | 2009-05-12 | 2015-05-21 | Corcept Therapeutics, Inc. | Solid forms and process for preparing |
US9283211B1 (en) | 2009-11-11 | 2016-03-15 | Rapamycin Holdings, Llc | Oral rapamycin preparation and use for stomatitis |
US8829024B2 (en) | 2011-01-07 | 2014-09-09 | Corcept Therapeutics, Inc. | Combination steroid and glucocorticoid receptor antagonist therapy |
US8859774B2 (en) | 2012-05-25 | 2014-10-14 | Corcept Therapeutics, Inc. | Heteroaryl-ketone fused azadecalin glucocorticoid receptor modulators |
WO2014160328A1 (en) | 2013-03-13 | 2014-10-02 | The Board Of Regents Of The University Of Texas System | Mtor inhibitors for prevention of intestinal polyp growth |
US9951009B2 (en) * | 2013-08-29 | 2018-04-24 | Cadila Healthcare Limited | Polymorphic form of pyrrole derivative and intermediate thereof |
ES2869172T3 (es) | 2013-11-25 | 2021-10-25 | Corcept Therapeutics Inc | Moduladores del receptor de glucocorticoides de azadecalina condensada con octahidro |
US9700544B2 (en) | 2013-12-31 | 2017-07-11 | Neal K Vail | Oral rapamycin nanoparticle preparations |
EP3089737B1 (en) | 2013-12-31 | 2021-11-03 | Rapamycin Holdings, LLC | Oral rapamycin nanoparticle preparations and use |
AU2018244928B2 (en) | 2017-03-31 | 2023-10-19 | Corcept Therapeutics, Inc. | Glucocorticoid receptor modulators to treat cervical cancer |
EP3624863B1 (en) | 2017-05-15 | 2021-04-14 | C.R. Bard, Inc. | Medical device with drug-eluting coating and intermediate layer |
JP7262581B2 (ja) | 2018-11-14 | 2023-04-21 | ルトニックス,インコーポレーテッド | 改質されたデバイス表面に薬物溶出コーティングを有する医療用デバイス |
BR112021010461A2 (pt) | 2018-12-19 | 2021-08-24 | Corcept Therapeutics Incorporated | Formulação e dose unitária para administração oral de relacorilante |
US11234971B2 (en) | 2018-12-19 | 2022-02-01 | Corcept Therapeutics Incorporated | Methods of treating cancer comprising administration of a glucocorticoid receptor modulator and a cancer chemotherapy agent |
US11389432B2 (en) | 2018-12-19 | 2022-07-19 | Corcept Therapeutics Incorporated | Methods of treating cancer comprising administration of a glucocorticoid receptor modulator and a cancer chemotherapy agent |
WO2020172501A1 (en) | 2019-02-22 | 2020-08-27 | Corcept Therapeutics Incorporated | Therapeutic uses of relacorilant, a heteroaryl-ketone fused azadecalin glucocorticoid receptor modulator |
CN113939324A (zh) | 2019-04-08 | 2022-01-14 | 巴德外周血管股份有限公司 | 在经改性装置表面上具有药物洗脱涂层的医疗装置 |
CA3158745A1 (en) | 2019-12-11 | 2021-06-17 | Corcept Therapeutics Incorporated | Methods of treating antipsychotic-induced weight gain with miricorilant |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5362718A (en) * | 1994-04-18 | 1994-11-08 | American Home Products Corporation | Rapamycin hydroxyesters |
BE1009856A5 (fr) * | 1995-07-14 | 1997-10-07 | Sandoz Sa | Composition pharmaceutique sous la forme d'une dispersion solide comprenant un macrolide et un vehicule. |
US5989591A (en) * | 1997-03-14 | 1999-11-23 | American Home Products Corporation | Rapamycin formulations for oral administration |
TWI256395B (en) * | 1999-09-29 | 2006-06-11 | Wyeth Corp | Regioselective synthesis of rapamycin derivatives |
CN100415233C (zh) * | 2002-09-17 | 2008-09-03 | 惠氏公司 | 口服制剂 |
RU2339639C2 (ru) * | 2003-08-07 | 2008-11-27 | Уайт | Региоселективный синтез cci-779 |
JP2007504226A (ja) | 2003-09-03 | 2007-03-01 | ワイス | 非晶質状のラパマイシンの3−ヒドロキシ−2−(ヒドロキシメチル)−2−メチルプロピオン酸との42−エステル、およびそれを含むその医薬組成物 |
ES2298861T3 (es) | 2004-01-08 | 2008-05-16 | Wyeth | Composicion farmaceutica que puede obtenerse mediante compresion directa para la administracion oral de cci-779. |
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2004
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- 2004-08-16 CN CNA2004800325370A patent/CN1874771A/zh active Pending
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- 2004-08-16 BR BRPI0414066-4A patent/BRPI0414066A/pt not_active IP Right Cessation
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- 2004-08-31 US US10/930,487 patent/US7271177B2/en not_active Expired - Fee Related
- 2004-09-01 TW TW093126302A patent/TW200510428A/zh unknown
- 2004-09-01 PE PE2004000844A patent/PE20050945A1/es not_active Application Discontinuation
- 2004-09-02 AR ARP040103142A patent/AR045559A1/es unknown
- 2004-09-03 PA PA20048611201A patent/PA8611201A1/es unknown
- 2004-09-03 GT GT200400175A patent/GT200400175A/es unknown
- 2004-10-12 SA SA4250334A patent/SA04250334B1/ar unknown
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2006
- 2006-02-16 IL IL173786A patent/IL173786A0/en unknown
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- 2006-03-16 CR CR8293A patent/CR8293A/es not_active Application Discontinuation
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2007
- 2007-08-10 US US11/891,500 patent/US7446111B2/en not_active Expired - Fee Related
Also Published As
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ECSP066473A (es) | 2006-10-10 |
US7446111B2 (en) | 2008-11-04 |
BRPI0414066A (pt) | 2006-10-24 |
AR045559A1 (es) | 2005-11-02 |
IL173786A0 (en) | 2006-07-05 |
UA84881C2 (ru) | 2008-12-10 |
PA8611201A1 (es) | 2005-05-10 |
US20080070950A1 (en) | 2008-03-20 |
RU2006110568A (ru) | 2007-10-10 |
CR8293A (es) | 2006-07-14 |
AU2004270154A1 (en) | 2005-03-17 |
EP1660081A1 (en) | 2006-05-31 |
PE20050945A1 (es) | 2005-12-14 |
US7271177B2 (en) | 2007-09-18 |
CA2536775A1 (en) | 2005-03-17 |
ZA200601822B (en) | 2008-12-31 |
JP2007504226A (ja) | 2007-03-01 |
RU2345999C2 (ru) | 2009-02-10 |
KR20060090803A (ko) | 2006-08-16 |
WO2005023254A1 (en) | 2005-03-17 |
GT200400175A (es) | 2005-04-18 |
NO20061048L (no) | 2006-05-24 |
SG145716A1 (en) | 2008-09-29 |
TW200510428A (en) | 2005-03-16 |
CN1874771A (zh) | 2006-12-06 |
MXPA06002123A (es) | 2006-05-17 |
CO5680426A2 (es) | 2006-09-29 |
US20050049271A1 (en) | 2005-03-03 |
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